N-Propylbenzamide

Base Information

• Chemical Name: N-Propylbenzamide
• CAS No.: 10546-70-0
• Molecular Formula: C10H13 N O
• Molecular Weight: 163.219
• Hs Code.: 2924299090
• European Community (EC) Number: 622-305-3
• NSC Number: 20562
• UNII: T6G3GT6LN5
• DSSTox Substance ID: DTXSID60147142
• Nikkaji Number: J54.914B
• Wikidata: Q27157632
• Mol file: 10546-70-0.mol

Synonyms:N-Propylbenzamide;BENZAMIDE, N-PROPYL-;10546-70-0;N-(n-Propyl)benzamide;N-PROPYL BENZAMIDE;AI3-01388;NSC 20562;benzoic acid N-propylamide;BRN 2044387;T6G3GT6LN5;NSC-20562;3-09-00-01070 (Beilstein Handbook Reference);N-propyl-benzamide;N-n-propylbenzamide;NSC20562;UNII-T6G3GT6LN5;WLN: 3MVR;SCHEMBL334957;CHEBI:84270;DTXSID60147142;STK123435;AKOS000495997;LS-27394;BB 0258787;CS-0339564;EN300-23019365;SR-03000003262;SR-03000003262-1;Q27157632

Chemical Property of N-Propylbenzamide

Chemical Property:

• Vapor Pressure: 0.000192mmHg at 25°C
• Melting Point: 84-85 °C
• Boiling Point: 328.2°C at 760 mmHg
• PKA: 15.00±0.46(Predicted)
• Flash Point: 192.4°C
• PSA: 29.10000
• Density: 1.002g/cm³
• LogP: 2.21730
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-propylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCNC(=O)C1=CC=CC=C1

Technology Process of N-Propylbenzamide

There total 118 articles about N-Propylbenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

propylamine (107-10-8,42939-71-9) + benzoyl chloride (98-88-4) → N-(n-propyl)benzamide (10546-70-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield: 98.0%

propylamine (107-10-8,42939-71-9) + benzoic acid (65-85-0,8013-63-6) → N-(n-propyl)benzamide (10546-70-0)

Guidance literature:

With dmap; 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecyl)pyridinium trifluoromethanesulfonate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2008.09.016

Reference yield: 95.0%

propylamine (107-10-8,42939-71-9) + Benzotrichlorid (98-07-7) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + N-(n-propyl)benzamide (10546-70-0)

Guidance literature:

In methanol; at 20 ℃; for 3h; UV-irradiation;

DOI:10.1002/anie.201507782

upstream raw materials:

propylamine

bis(benzoyloxy)methane

propan-1-ol

benzamide

Downstream raw materials:

N-benzyl-N,N-dipropylamine

1-propyl-2-phenyl-4-formylimidazole

N-Propyl-N'-pyrimidin-5-yl-benzamidine

N-propylbenzothioamide

Refernces

• 1、 Yoshimoto, Risa,Morisaka, Hideaki,Usuki, Yoshinosuke,Shibata, Yu,Tanaka, Ken,Satoh, Tetsuya. "Synthesis of CF3-containing isoindolinone derivatives through rhodium-catalyzed oxidative coupling of benzamides with 2-trifluoromethylacrylate". . p. 1481 - 1483. Retrieved 2020.
• 2、 Wen, Xue-Ping,Han, Yu-Ling,Chen, Jian-Xin. "Nickel-catalyzed aminocarbonylation of aryl halides using carbamoylsilane as an amide source". . p. 45107 - 45112. Retrieved 2017.
• 3、 Cao, Peng,Cabrera, Jose,Padilla, Robin,Serra, Daniel,Rominger, Frank,Limbach, Michael. "Hydroamination of unactivated alkenes catalyzed by novel platinum(II) N -heterocyclic carbene complexes". . p. 921 - 929. Retrieved 2012.
• 4、 Anbardan, Soheil Zamani,Bozcheloei, Abolfazl Hassani,Mokhtari, Javad,Yari, Ahmad. "Direct synthesis of amides and imines by dehydrogenative homo or cross-coupling of amines and alcohols catalyzed by Cu-MOF". . p. 20788 - 20793. Retrieved 2021.
• 5、 Michalska, Z. M.,Ostaszewski, B.. "POLYAMIDE-BOUND METAL COMPLEX CATALYSTS:SYNTHESIS, CHARACTERIZATION AND CATALYTIC PROPERTIES". . p. 259 - 270. Retrieved 1986.
• 6、 Shimakoshi, Hisashi,Luo, Zhongli,Inaba, Takuya,Hisaeda, Yoshio. "Electrolysis of trichloromethylated organic compounds under aerobic conditions catalyzed by the B12 model complex for ester and amide formation". . p. 10173 - 10180. Retrieved 2016.
• 7、 Fang, Chen,Qian, Weixing,Bao, Weiliang. "A mild and clean method for oxidative formation of amides from aldehydes and amines". . p. 2529 - 2531. Retrieved 2008.
• 8、 Wodzinska, Jolanta,Kluger, Ronald. "pKa-dependent formation of amides in water from an acyl phosphate monoester and amines". . p. 4753 - 4754. Retrieved 2008.
• 9、 Ishikawa,Sasaki. "". . p. 483. Retrieved 1977.
• 10、 Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang. "Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides". supporting information. p. 58 - 63. Retrieved 2021/12/27.